Producing 2.3-dihalogen-2-methylbutane and homologues thereof.



UNITED STATES PATENT'OFFIOE.

OTTO GRAUL, F LUDWIGSHAFEN ON-THE-RHINE, GERMANY, ASSIGNOR TO BADISCHE ANIIJN & SODA. FABBIK, OF LUDWIGSHAIEN-ON-THE-RHINE, GERMANY, A COR- PORATIOIT.

PRODUCING 2.3-DIHALQGEN-2-ME'1HYLBUTANE AND HOMOLOGUES THEREOF.

No Drawing.

To all whom it may concern Be it known that LO'rro GRAUL, subject of the Duke of Anhalt, residing at Ludwigshafen-on-the-Rhine, Germany, have invented new and useful Improvements in Producing 2.3-Dihalogen-2-Methylbutane and Homologues Thereof, ofwhich the following is a specification.

I have found that 2.3-dihalogen-2-methylbutane, or homologues thereof, can be obtained by treating, with chlorin, 2-halogen- 2-methyl-butane, or the corresponding hom ologue thereof, such for instance as the tertiarymonochlor derivatives of isobutane,

isohexane and isoheptane, while in the state of vapor, and preferably while energetically mixing. If desired, the reaction can be carried out in the presence of a chlorin carrier, or actinic rays, or electrical discharges can be employed. The invention gives rise to practically homogeneous products. In order to avoid the splitting off of hydrochloric acid, which is apt to take place, in the case of hydrocarbons weight, it is often advantageous to carry out the reaction under reduced pressure.

Instead of chlorin, compounds which give rise to chlorin, such for mstance as sulfuryl sure of 60 millimeters.

chlorid, can be employed.

2.3-dichlor-Q-methyl-pentane is a new product and-I claim it as such in this application.

The following examples will serve to illustrate further the nature of this invention and how it can be carried into practical efiect, but the invention is not confined to these examples. The parts are by weight.

Example 1: Vaporize 2-chlor-2-methylbutane in a suitable reaction vessel provided with a reflux condenser and a stirrer and with means for applying heat to about 100 Specification of Letters Patent, Application filed September 5, i912. Serial No. 718,714.

and an excellent I methyl-pentane of greater molecular Patented July 7, 1914.

parts of tertiary chlor-isohexane (obtainable from petroleum hexane of a boiling point of 62 C.) in an. apparatus provided with a condenser, and placed under reduced pressure. Then adually mix about 700 parts of chlorin with the vaporized chlor-isohexaim at a pressure of about 60 millimeters,

the chlorination takes. place at about 60 C.

yield of 2.8-dichlor-2- 5 is obtained.

If desired, in either of the foregoing Examples 1 and 2, the reaction can be accelerlated by chemically active rays, or by electrio discharges, for instance an ultra-violet lamp can be inserted in the vessel in which the vapor and gas are mixed, or the gas mixture can be passed through tubes in which silent electric discharges are taking place.

Example 3: Raise 92.5 parts of tertiary chlo-r-isobutane to boiling point in a leadlined vessel and allow the vapor to pass through a fractionating column into a vessel provided with a stirrer and gradually add 70 parts of chlorin, preferably in such a manner that the isochlorbutane is always in excess. Then subject the mixture to the light of an ultraviolet lamp, which can be done, if desired, in the mixing vessel, or pass the said mixture through a series of tubes in which silent electric discharges are being generated. The reaction product together with any unaltered monochlor-isobutane is then-condensed and caused toflow back into the lead-lined vessel. The hydrochloric acid is condensed with water. The fractionating'column is maintained at such a temperature that the dichlor-isobutane is condensed and flows back into the said leadlined vessel and isthus not subjected to the action of chlorin a second time. In this way a good yield of dichlor-isobutane of boiling point 108 to 109 C. is obtained.

Now what I claim is 1. The process of producing a dihalogen hydrocarbon of the homologous series of which 2.3-dihalogen-2-methyl-butane is a member and which contains at least four carbon atoms, by treating with chlorin a vaporized monohalogen hydrocarbon of the homologous series of which 2-halogen-2- methyl-butane is a member and which contains at least four carbon atoms.

2. The process of producing a dihalogen hydrocarbon of the homologous series of '5 which 2.3-dihalogen-2-methyl-butane is a -mcmber and which contains at least four carbon atoms, by treating with chlorin a vaporized monohalogen hydrocarbon ofthe homologous series of which 2-halogen-2- methyl-butane is a member and which contains at least four carbon atoms, while carrying out the treatment under reduced pressure.

3. The process of producing a dihalogen hydrocarbon of the homologous series of which 2.3-dihalogen-2-methyl-butane is a member and which contains at least four carbon atoms, by treating with chlorin a vaporized monohalogen hydrocarbon of the homologous series of. which 2-halogen-2- methyl-butane is a member and which contains at least four carbon atoms while well mixing the gases.

4 The process of producing a dihalogen hydrocarbon of the homologous series of which 2.3-dihalogen-2-methyl-butane is a member and which contains at least four carbon atoms, bytreating with chlorin a vaporized monohalogen hydrocarbon of the homologous series of which 2-halogen-2- methyl-butane is a member and which contains at least four carbon atoms while well stirring and subjecting the mixture "to the action of actinic'ray's.

'5. The process of producing a dihalogen hydrocarbon of the homolo ous series of which 2.3-dihalogen-2-methy-butane is a member and which contains at least four carbon atoms, by treating with chlorin a vaporized monohalogen hydrocarbon of the' C CHg-(lOl-CHCb-CHa-CH In testimony whereof I have hereunto set my hand in the presence of two subscribing witnesses.

OTTO GRAUL. Witnesses:

J. ALEO. LLOYD,

J OSEPH Prnmrnn. 

